
House holiday rentals in Orpington
Find and book unique houses on Airbnb
Quick stats about house rentals in Orpington

Total holiday rentals
Explore 130 holiday rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Orpington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orpington rentals

4.6 Average rating
Orpington stays receive an average rating of 4.6 out of 5 from guests
Top-rated house rentals in Orpington
Guests agree: These houses are highly rated for location, cleanliness and more.

Stunning 2 Bedroom house with parking
An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space
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The Nook
Kick back and relax in this calm, stylish space. This ground floor one bed apartment is perfect for romantic getaway with your partner, or if you are in town for work and you are looking for a home away from home. If you have a little one you want to bring with you. Victoria station is a 20 minute train away, as well as being 15 minutes away from Wimbledon and Croydon by tram. All house trained dogs of all sizes welcome. EV charging points are NOT on premise. They are on street charging points.
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Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.
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Serene Woodland Home with Countryside Views
Are you Active? Are you into Motor Sports, Super Bikes, Golf, Cycling and Rambling? Or just looking to enjoy some Peace, Quiet & Beautiful rural countryside? Forget all your worries in this Stylish & Serene Woodland Home. This Premium Property is located on a quiet road on the edge of the rural Kentish Countryside but also on the doorstep of Brands Hatch, London Golf Club, stunning Cycling & Walking routes plus historic Knole Park, Ightham Mote, Chartwell, Hever Castle, Penshurst and more.
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Hidden Oasis 15min To Central London (entire home)
WELCOME TO OUR BEAUTIFUL HOME! Perfect for families and large groups (up to 10). The entire home and gardens will be all yours. Recently renovated with 4 comfortable bedrooms (2 with en-suite), a big kitchen for socialising in and a Mediterranean-style gardens located on a quiet residential road. We are 20 min walk to Woolwich Station. From here you can get to the Excel (4mins), Canary Wharf (8mins), Liverpool St (15mins), Tottenham Court Rd (20mins), Paddington (26mins), Heathrow (50mins).
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*NEW* Perfect Location! Beautiful Cottage hideaway
Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!
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School Cottage conversion
School cottages converted to a high quality luxury specification. Two bedroom, two bathrooms found up a spiral stairwell above a beautifully designed open area including a modern kitchen and living area. A unique and beautiful property, lived in with all the appliances you could need for a relaxing quiet stay. Large and spatial, including an outdoor patio area. Includes private parking, security features and a quiet space within walking distance of Bromley, or direct trains into London.
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Oast Farmhouse, Ide Hill, Hever, Edenbridge
The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South London
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The Barn
Boutique Barn in quiet rural location, separate to main house, with off-street parking and own entrance. Very comfortable accommodation with living/dining room, separate kitchen with combination microwave oven and a ceramic hob for preparing simple meals and coffee machine. Situated in excellent location surrounded by National Trust land with its excellent country walks. Local pubs for all-day dining within easy distance. Easy access to Gatwick Airport and Redhill mainline train station.
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4 Bed House + Loft Space, Petts Wood, Orpington
4 bedroom new modern house ⭐ ⭐️ Contractors and long stays welcome please contact for bookings ⭐️ 📅 Long-Term Discounts Available - Enquire Now for the Best Rates! 🏠 ✅ 4 Spacious double Bedrooms - Comfortable beds for a great night's sleep. ✅ 1 Modern Bathrooms - Perfect for larger groups . ✅ Bright & Cozy Living Area - Relax with a Smart TV & high-speed Wi-Fi. ✅ Superfast Free Wi-Fi - Stay connected for work & entertainment. ✅ 3 car spaces on drive and free parking on road .
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Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
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Luxurious House close to Rowhill Grange - Sleeps 6
Hazelbury House is a spacious and luxurious property situated in the heart of the village of Hextable. Completely renovated in 2020, the ground floor of the property is dominated by a huge open plan living space which opens out onto a patio & garden. Upstairs there are 3 bedrooms (1 with en-suite) as well as a large family bathroom with freestanding bath. To the rear of the property is a private carport providing parking for 2 cars.
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Popular amenities for Orpington house rentals
House rentals with a pool

Blackham Farm
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The Old Stable
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Bright spacious home with natural swimming pond
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GWP - Rectory North
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Amazing family house in London ideal for families
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The Old Granary
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Kingpost
LocationFamilyComfort

Little Rozel Retreat | Hot Tub, Swim Spa & Nature
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Weekly house rentals

3 Bed cottage in upmarket Sevenoaks, Kent
LocationIndoor spacesSleep quality

Quiet modern house in Kent countryside
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Birchwood Annexe Nr Brands Hatch gateway for Kent
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Light-Filled Loft • 3 -Night Minimum • Long Stays
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Pretty fancy staycation - South East London / Kent
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Lovely 3 double bed large house, fully renovated
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Elegant 'Country House' in London with hot tub
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Historic Surrey Hills Cottage 30 mins from London
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Private house rentals

The George & Dragon Cottage
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Deep Well | Surrey Hills View Retreat
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Stylish North Kent town house
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Charming Period House in Blackheath Village
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Stylish Happiness Home - Surrey
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Idyllic new build,2 bedroom cottage
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Secluded bungalow and gardens
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Waterside retreat in the heart of Sussex
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When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $302 NZD | $299 NZD | $302 NZD | $304 NZD | $302 NZD | $365 NZD | $238 NZD | $273 NZD | $212 NZD | $246 NZD | $261 NZD | $338 NZD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Emirates Stadium
- Tower Bridge
- Clapham Common
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- LEGOLAND® Windsor Resort
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Stadium
- London Eye





